N,N-Diethylethylenediamine → N'-[2-(Diethylamino)ethyl]-N-(1-methylethyl)-N-[2-(phenylsulfonyl)ethyl]thiourea

HRID 745187

반응식

HRID 745187 반응식
[CH2:1]([N:3]([CH2:7][CH3:8])[CH2:4][CH2:5][NH2:6])[CH3:2].[C:9](N1C=CN=C1)(N1C=CN=C1)=[S:10].[C:21]1([S:27]([CH2:30][CH2:31][NH:32][CH:33]([CH3:35])[CH3:34])(=[O:29])=[O:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>O1CCCC1>[CH2:1]([N:3]([CH2:7][CH3:8])[CH2:4][CH2:5][NH:6][C:9](=[S:10])[N:32]([CH:33]([CH3:35])[CH3:34])[CH2:31][CH2:30][S:27]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)(=[O:28])=[O:29])[CH3:2]

참가 물질

5

반응물 3

HCID 60993N,N-DiethylethylenediamineHCID 802641,1'-ThiocarbonyldiimidazoleHCID 13655034N-(2-phenylsulfonylethyl)-2-propanamine

생성물 1

HCID 13655153N'-[2-(Diethylamino)ethyl]-N-(1-methylethyl)-N-[2-(phenylsulfonyl)ethyl]thiourea수율 72.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A mixture of 2.78 g (0.024 mole) of N,N-diethylethylenediamine and 4.82 g (0.027 mole) of 1,1'-thiocarbonyldiimidazole in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 5.00 g (0.022 mole) of N-[2-(phenylsulfonyl)ethyl]-2-propanamine in 100 ml of tetrahydrofuran was added, and the solution was refluxed for 48 hrs. The solvent was removed in vacuo and the residue was dissolved in 400 ml of a 50/50 mixture of methylene chloride and ether. The organic solution was extracted with water and was dried over magnesium sulfate. The solvent was removed in vacuo, and the residue was recrystallized from a mixture of methylene chlorideether-hexane to give 5.95 g (72.5%) of pale yellow solid, m.p. 81.5°-82.5° C.

후처리

  1. temperaturethe solution was refluxed for 48 hrs
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue was dissolved in 400 ml of a 50/50 mixture of methylene chloride and ether
  4. extractionThe organic solution was extracted with water
  5. dry with materialwas dried over magnesium sulfate
  6. customThe solvent was removed in vacuo
  7. customthe residue was recrystallized from a mixture of methylene chlorideether-hexane

출처 및 근거

ORD 기록
ord-459e6f4ad460431eac0689a35fd5b2a2
출처 데이터셋
uspto-grants-1986_07
특허 번호
US04597902

연결된 노트

불러오는 중…